Wulsy, I have been the Director of Golf at three different high-end clubs. Cushy? Hardly. I just resigned from my present gig because I've had a lot of good fortune with my Tour Striker business and frankly, I'd rather give my 55-65 hour a week back to me.
The reality: you either love the job or you don't have a chance. Like Richie said, a lot of good pros won't ever get behind home plate and ump the game. You have to be the top of the top to get the good gigs that you call cushy. The guys that make it look cushy are ducks on the water and are either really smart or about to get fired.
The truth about the business: salaries in golf are deflating like a cheap tire. Few courses are making a nickel these days and for the most part, most are bleeding to the point of needing a medic. The pros are being asked to do every job under the sun and do it better than they did ten years ago and for a lot less money. Lets not forget that like a runway model, a pro has a limited window to shine. I'd say that if a pro is not in his ideal job by 45, he better look at getting the hell out of the game. There is some white belter a generation or two behind him with a hell of lot more practical training.
I take (or took) being a club pro very serious. It was a competition for me. I wanted to pummel the club pros in my section. Not just on the course, but in the men's lounge where the guys talk about the club tournament quality, service, etc. I wanted to be known as the best club pro in the business. My trajectory toward that goal wasn't far off. The unfortunate reality of the game, is that IF you are indeed good and can do the laundry list of things that make a club pro great, you had better know the opinion leader of the club where you fancy yourself working and he better love you. Resumes are great for wiping your arse. You need to make an impression and have others help. While it may be sour grapes; I've seen a bunch of guys get great jobs not on their overall merit, rather on their network. I've benefited from that too.
Bob Ford is a legend in the business, but I assure you, he is a very crafty, smart, charming business man. He just wanted to be a club servicing people. You either can or can't do it. Oddly, the older I get the less of the "Yes, Sir" I have in me.
I admire Brian and what he has done. He's helped me better myself (made a dent for sure) and I like the trajectory he is on and, I can guarantee he's only ramping up on the hard work he's put behind him.
Anyway, rambling on, but "cushy" got me a bit
Cheers,
Martin
Former Cushy Golf Pro Guy